Book The Best Hotels in Far Southwest Side, IL for 2026 from CA $138 - Fully Refundable Options

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Our top choices for Far Southwest Side hotels

A modern hotel room with a large bed, a bedside table, a nightstand, and a wall-mounted light fixture.

A bathroom with a marble wall, a bathtub, a toilet, and a shower curtain.

A room with a window, a white shelf, a colorful striped rug, and a large number '6' on the wall.

1. Motel 6 - Chicago, IL

Washington Heights

Asia

CA $123

CA $144 total

includes taxes & fees

Sep 24 - Sep 25

A hotel room with a bed, a desk, a chair, a lamp, and a window with curtains.

A motel with a row of parking spaces and a building with a red roof and beige walls.

A room with a microwave on a counter, a door with a 'No Smoking' sign, and a window with a view of cars and trees.

2. Saratoga Motel By Capital O Near Midway Airport Chicago IL

Ashburn

Roseanne

CA $117

CA $150 total

includes taxes & fees

Sep 15 - Sep 16

An outdoor seating area with tables and chairs, a planter with greenery, and a large brick structure in the background.

A waterfront cityscape with modern buildings, a Ferris wheel, and several cruise ships docked.

A modern living room with a large window overlooking a body of water, a tripod, and a sofa.

A spacious outdoor dining area with large windows overlooking the sea, featuring multiple tables and stools.

3. Sable at Navy Pier Chicago, Curio Collection by Hilton

Downtown Chicago

Ashraf

CA $380

CA $499 total

includes taxes & fees

Sep 27 - Sep 28

A spacious lobby with a central sofa, multiple seating areas, and a decorative ceiling.

A cityscape with various buildings, including a prominent skyscraper and a classical building with arched windows.

A grand ballroom with ornate ceiling decorations, multiple chandeliers, and a central table with a white tablecloth.

Outdoor seating with yellow umbrellas labeled "Twisted Tea," wicker chairs, and tables.

4. Congress Plaza Hotel

Downtown Chicago

Manuel

CA $211

CA $251 total

includes taxes & fees

Sep 10 - Sep 11

A large, historic building with a central courtyard surrounded by trees.

A restaurant interior with wooden tables and chairs, a carpeted floor, and framed pictures on the walls.

A hotel room with two beds, a desk with a television, a chair, a desk lamp, and a painting on the wall.

A marina with numerous boats docked, surrounded by a cityscape with high-rise buildings and a stadium.

5. Hilton Chicago

Downtown Chicago

Lori

CA $274

CA $367 total

includes taxes & fees

Sep 10 - Sep 11

An outdoor seating area with wicker chairs, a glass-top table, and a sofa with cushions.

A conference room with a long table, chairs, and a projector screen.

The exterior of the Hyatt Centric The Loop hotel with a prominent American flag, a classic facade, and a glass entrance.

A grilled pineapple on top of a stack of meat, served on a pan.

6. Hyatt Centric The Loop Chicago

Downtown Chicago

Tamika

CA $275

CA $361 total

includes taxes & fees

Sep 10 - Sep 11

A modern interior with a bar area, seating, and decorative wooden panels.

A hotel room with a large bed, a flat-screen TV, a desk with a lamp, and a chair.

A modern hotel with a prominent "Grant Park Hotel" sign and "Best Western" branding.

A reception area with a marble counter, decorative Buddha statues, and a wall with a quote.

7. Best Western Grant Park Hotel

Downtown Chicago

Diego

CA $233

CA $277 total

includes taxes & fees

Sep 10 - Sep 11

A brick building with a restaurant named "BARCLAYS" and a sign for "THE COTTAGE OF OAK BURTON."

A dimly lit restaurant with booths and tables, featuring a large clock and a television screen on the wall.

A bar area with a checkered floor, wooden chairs, a bar counter, and two televisions mounted on the wall.

A residential street with a sidewalk, houses, and greenery.

8. Carleton of Oak Park

Oak Park

Alan

CA $132

CA $147 total

includes taxes & fees

Sep 20 - Sep 21

A modern hotel lobby with large windows, leather sofas, and a view of the cityscape.

A compact kitchen with a microwave, coffee maker, and sink.

A hotel room with a bed, a desk with a chair, a sofa, and a view of a building through the window.

A restaurant with booths, tables, and a green wall in the background.

9. Travelodge by Wyndham Downtown Chicago

Downtown Chicago

Matthew

CA $211

CA $248 total

includes taxes & fees

Sep 10 - Sep 11

A spacious lobby with a central coffee table, sofas, and a large mirror.

A spacious lounge area with leather sofas, round tables, and comfortable chairs, featuring a wooden ceiling and elegant decor.

A spacious lobby with high ceilings, large arched windows, and a grand staircase.

A balcony with a table set for a meal, featuring a charcuterie board and two glasses of wine, overlooking a cityscape.

10. The Chicago Hotel Collection Ambassador Gold Coast

Downtown Chicago

Laura

CA $247

CA $294 total

includes taxes & fees

Sep 21 - Sep 22

A marble-floored lobby with double doors and elevators, each marked with a 'CQ' sign.

A hotel entrance with a sign for the Club Quarters Hotel, number 75, and a River Hotel sign.

A man in a suit sitting by a window with a vase of red flowers.

A conference room with a long table, chairs, and a vase.

11. River Hotel

Downtown Chicago

steve

CA $250

CA $297 total

includes taxes & fees

Sep 27 - Sep 28

A modern hotel lobby with a reception desk, marble flooring, and elegant chandeliers.

A modern bar area with a bar counter, multiple stools, and a chandelier.

A man and a woman walking down a marble staircase in a hotel lobby with a chandelier and a sign indicating an exit.

A cityscape with modern skyscrapers, a waterfront, and a winter setting.

12. Silversmith Hotel Chicago Downtown

Downtown Chicago

Kun

CA $242

CA $330 total

includes taxes & fees

Sep 20 - Sep 21

An outdoor rooftop lounge with seating, a fire feature, and a view of the city skyline at night.

A rooftop venue with white chairs and a sofa, draped with white fabric and floral arrangements, overlooking a cityscape.

The Chicago Hotel Collection building with a glass facade, American flag, and signage for Barista Bar and Seighity events.

A modern lobby with a wooden ceiling, leather sofas, and a coffee bar.

13. The Chicago Hotel Collection - Magnificent Mile

Downtown Chicago

Patricia

CA $167

CA $198 total

includes taxes & fees

Sep 29 - Sep 30

An indoor swimming pool with clear glass walls, a wooden ceiling, and a view of a red brick building.

A hot tub with a metal ladder, surrounded by white tiled walls and floor, with a large window providing a view of the cityscape.

A modern outdoor patio with tables and chairs, a glass railing, and a view of a high-rise building.

A modern hotel entrance with glass doors, a visible reception desk, and signage for Hilton Garden Inn and Homewood Suites.

14. Hilton Garden Inn Chicago Downtown South Loop

Downtown Chicago

Dhannetta

CA $267

CA $314 total

includes taxes & fees

Sep 10 - Sep 11

A cityscape at dusk with high-rise buildings, including a Hilton hotel.

A dining table set for a meal with a floral centerpiece, surrounded by chairs, in a room with a cityscape view.

A modern hotel lobby with a central seating area, a reception desk, and a cityscape mural on the wall.

A hotel room with a bed, a desk, a television, a sofa, and a large window with a city view.

15. Hilton Chicago/Magnificent Mile Suites

Downtown Chicago

moussa

CA $266

CA $316 total

includes taxes & fees

Sep 10 - Sep 11

A spacious bar area with high ceilings and large windows, offering views of a cityscape.

A cityscape with modern high-rise buildings, a river, and a boat.

A multi-level hotel lobby with a glass elevator, a seating area, and a dining space.

A bar with a circular liquor display, seating with stools, and a city view through large windows.

16. Hyatt Regency Chicago

Downtown Chicago

Steve

CA $389

CA $511 total

includes taxes & fees

Sep 10 - Sep 11

A modern lobby with a grey sofa, checkered ottomans, and a coffee table. There are black chairs, a blue sofa, and a TV on a stand.

A modern hotel room with a bed, a sofa, a coffee table with flowers, a TV, and a large window with a city view.

A modern high-rise hotel with multiple floors, large windows, and a well-lit entrance area.

A gym with treadmills, ellipticals, and weight machines.

17. Aloft by Marriott Chicago Mag Mile

Downtown Chicago

Jerry

CA $234

CA $278 total

includes taxes & fees

Sep 10 - Sep 11

A historic building with a glass entrance, large columns, and decorative planters with flowers.

A spacious lobby with a checkered floor, a large orange sofa, and multiple seating areas.

A spacious lobby with a checkered floor, colorful seating, and large windows.

A bar area with a variety of liquor bottles, a television screen, and colorful bar stools.

18. Warwick Allerton - Chicago

Downtown Chicago

Monique

CA $173

CA $246 total

includes taxes & fees

Oct 1 - Oct 2

A modern hotel room with two beds, a small table with glasses, a wall-mounted lamp, and a city view.

A hotel reception area with a modern design, featuring a reception desk, a clock, and a signboard with upcoming events.

A modern living room with a grey sofa, a black armchair, a round coffee table with a book and a plant, and a large window with curtains.

19. Hotel 55 Chicago Downtown

Downtown Chicago

Angel

CA $252

CA $341 total

includes taxes & fees

Sep 27 - Sep 28

A modern hotel lobby with grey upholstered chairs, a wooden coffee table, and a large window offering a view of the city and an American flag.

A hotel room with a large window, a bed, a desk, a chair, and a lamp.

A tall, modern hotel with a brick facade and numerous windows.

20. Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

Downtown Chicago

Kelly

CA $233

CA $277 total

includes taxes & fees

Sep 10 - Sep 11

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Stay near popular Far Southwest Side attractions

Beverly Arts Center

Beverly Arts Center is just one of the places to see in Chicago, so why not enjoy the other things to explore during your travels? Make some time to visit the shops while you're in the area.

See properties

Highland Community Bank

Learn about the local history of Chicago when you take a trip to Highland Community Bank.

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Final Call Newspaper Headquarters

Find out about the history of Chicago with a stop at Final Call Newspaper Headquarters.

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Carter G. Woodson Library

You can enjoy some culture when you stop by Carter G. Woodson Library in Chicago. Make some time to visit the shops while you're in the area.

See properties

Top Far Southwest Side Hotel Reviews

The Royal Sonesta Chicago Downtown

10/10 Excellent

"I have to say, the staff is great. I have stayed here a few times for work, and each time, I was warmly welcomed. Haven't had any issues with the rooms when I've stayed."

L7 Chicago by LOTTE

10/10 Excellent

"Stayed in a suite and it was very roomy. The windows were large with comfortable pillow cushions. My daughter slept in the window overnight; that speaks to the vibe of the windows area. Five people, mix of adults, teenager and toddler, slept comfortably. The only downside is that there is only one restroom in the suite we stayed in."

InterContinental Chicago Magnificent Mile by IHG

10/10 Excellent

"Room very clean, staff were very polite and helpful, the hotel is extremely well situated for easy access to all the sights. The breakfast was also great."

Travelodge by Wyndham Downtown Chicago

8/10 Good

"Very clean big room and comfortable beds. The room could use an extra table with chairs. Good location. Hotel really has no amenities like water, coffee or tea in the lobby."

Congress Plaza Hotel

8/10 Good

"Excellent location, very clean and comfortable room."

Fairmont Chicago at Millennium Park

10/10 Excellent

"Very good central location in downtown Chicago, walkable to major sites and near Bus and train. Staff very helpful, got room upgrade and very clean room. Breakfast buffet was alright"

Hyatt Regency Chicago

10/10 Excellent

"We loved our stay here, the room was big and clean, and the beds and pillows were SO comfortable. The location is perfect right downtown, very walkable and right across from the architecture tour. Would definitely stay here again."

Hilton Chicago

10/10 Excellent

"No complaint about Hilton Chicago. Huge hotel with lots of travelers. has extra fees for amenties that I have to pay, which was fine since the pricing was very reasonable in the first place. Others than sleeping at night, my wife and I spend all of time enjoying our visit in Chicago. Hilton was a very nice place to stay for a few days."

The Allegro Royal Sonesta Hotel Chicago Loop

10/10 Excellent

"Great location, nice lobby bar and friendly staff!"

More cheap stays in Far Southwest Side

Quality Inn O'Hare Airport

3801 North Mannheim Road Schiller Park IL

CA $120

CA $138 total

Sep 27 - Sep 28

includes taxes & fees

SureStay Plus Hotel by Best Western Chicago Lombard

222 E 22nd Street Lombard IL

CA $139

CA $155 total

Sep 28 - Sep 29

includes taxes & fees

Sleep Inn Midway Airport Bedford Park

6650 S Cicero Ave Chicago IL

CA $147

CA $172 total

Oct 4 - Oct 5

includes taxes & fees

Travelodge by Wyndham Downtown Chicago

65 E Harrison St Chicago IL

CA $211

CA $248 total

Sep 10 - Sep 11

includes taxes & fees

7.6/10 Good! (2,816 reviews)

Holiday Inn Express Chicago - Magnificent Mile by IHG

640 N Wabash Ave Chicago IL

CA $280

CA $333 total

Sep 20 - Sep 21

includes taxes & fees

Hampton Inn Chicago Downtown/Magnificent Mile

160 E Huron Street Chicago IL

CA $280

CA $333 total

Sep 20 - Sep 21

includes taxes & fees

8/10 Very good! (1,584 reviews)

Hotels in Far Southwest Side with star rating

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Book Hotels in Far Southwest Side on Expedia.com

Find hotels in Far Southwest Side, IL from CA $138

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Far Southwest Side

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Far Southwest Side hotels

1. Motel 6 - Chicago, IL

2. Saratoga Motel By Capital O Near Midway Airport Chicago IL

3. Sable at Navy Pier Chicago, Curio Collection by Hilton

4. Congress Plaza Hotel

5. Hilton Chicago

6. Hyatt Centric The Loop Chicago

7. Best Western Grant Park Hotel

8. Carleton of Oak Park

9. Travelodge by Wyndham Downtown Chicago

10. The Chicago Hotel Collection Ambassador Gold Coast

11. River Hotel

12. Silversmith Hotel Chicago Downtown

13. The Chicago Hotel Collection - Magnificent Mile

14. Hilton Garden Inn Chicago Downtown South Loop

15. Hilton Chicago/Magnificent Mile Suites

16. Hyatt Regency Chicago

17. Aloft by Marriott Chicago Mag Mile

18. Warwick Allerton - Chicago

19. Hotel 55 Chicago Downtown

20. Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

Stay near popular Far Southwest Side attractions

Beverly Arts Center

Highland Community Bank

Final Call Newspaper Headquarters

Carter G. Woodson Library

Top Far Southwest Side Hotel Reviews

The Royal Sonesta Chicago Downtown

L7 Chicago by LOTTE

InterContinental Chicago Magnificent Mile by IHG

Travelodge by Wyndham Downtown Chicago

Congress Plaza Hotel

Fairmont Chicago at Millennium Park

Hyatt Regency Chicago

Hilton Chicago

The Allegro Royal Sonesta Hotel Chicago Loop

More cheap stays in Far Southwest Side

Quality Inn O'Hare Airport

SureStay Plus Hotel by Best Western Chicago Lombard

Sleep Inn Midway Airport Bedford Park

Travelodge by Wyndham Downtown Chicago

Holiday Inn Express Chicago - Magnificent Mile by IHG

Hampton Inn Chicago Downtown/Magnificent Mile

Hotels in Far Southwest Side with star rating

Explore a world of travel with Expedia

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